tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate

Base Information

• Chemical Name: tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate
• CAS No.: 960294-16-0
• Molecular Formula: C₁₃H₂₄N₂O₂
• Molecular Weight: 240.346
• Hs Code.: 2933990090
• Mol file: 960294-16-0.mol

Synonyms:TERT-BUTYL 2,6-DIAZASPIRO[4.5]DECANE-6-CARBOXYLATE;2,6-Diazaspiro[4.5]decane-6-carboxylicacid1,1-dimethylethylester;2,6-Diazaspiro[4.5]decane-6-carboxylic acid tert-butyl ester;6-Boc-2,6-diazaspiro[4.5]decane

Chemical Property of tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 337.028°C at 760 mmHg
• PKA: 10.55±0.20(Predicted)
• Flash Point: 157.629°C
• PSA: 58.64000
• Density: 1.07
• LogP: 0.17070
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

2,6-Diazaspiro[4.5]decane-6-carboxylicacidtert-butylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate

There total 4 articles about tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

tert-butyl 2-(2-chloroethyl)-2-cyanopiperidine-1-carboxylate (960294-15-9) → tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate (960294-16-0)

Guidance literature:

With ammonium hydroxide; hydrogen; nickel; In methanol; at 50 ℃; for 6h; under 1551.49 Torr;

DOI:10.1080/00397910701571599

Reference yield:

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid (98303-20-9) → tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate (960294-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isopropyl chloroformate; triethylamine / CH₂Cl₂ / 0.5 h / -30 - -20 °C

1.2: 60 percent / aq. NH₃ / CH₂Cl₂ / -30 - 20 °C

2.1: 89 percent / trifluoroacetic anhydride; triethylamine

3.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

3.2: 50 percent / tetrahydrofuran / -78 - 20 °C

4.1: 92 percent / H₂; aq. NH₃ / Raney Ni / methanol / 6 h / 50 °C / 1551.49 Torr

With ammonium hydroxide; hydrogen; isopropyl chloroformate; triethylamine; trifluoroacetic anhydride; lithium diisopropyl amide; nickel; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1080/00397910701571599

Reference yield:

2-cyanopiperidine-1-carboxylic acid tert-butyl ester (153749-89-4) → tert-butyl 2,6-diazaspiro[4.5]decane-6-carboxylate (960294-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

1.2: 50 percent / tetrahydrofuran / -78 - 20 °C

2.1: 92 percent / H₂; aq. NH₃ / Raney Ni / methanol / 6 h / 50 °C / 1551.49 Torr

With ammonium hydroxide; hydrogen; lithium diisopropyl amide; nickel; In tetrahydrofuran; methanol;

DOI:10.1080/00397910701571599

upstream raw materials:

tert-butyl 2-(2-chloroethyl)-2-cyanopiperidine-1-carboxylate

1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid

2-cyanopiperidine-1-carboxylic acid tert-butyl ester

rac-N-(tert-butoxycarbonyl)piperidine-2-carboxamide

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